Jessica Simpson has evolved from teen sensation to full boss babe over the years. See her hottest photos of all time here.
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Jessica Simpson’s Hottest Moments
![Jessica Simpson’s Hottest Moments](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica_simpson_5.jpg?w=680)
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Jessica Simson In Pink In 2020
![Jessica Simson In Pink In 2020](https://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-ss-02.jpg?w=680)
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Jessica Simpson Promotes ‘Open Book’
![Jessica Simpson Promotes ‘Open Book’](https://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-ss-01.jpg?w=680)
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Jessica Simpson In 2020
![Jessica Simpson In 2020](https://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-ss-03.jpg?w=680)
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Jessica Simpson In Red In 2020
![Jessica Simpson In Red In 2020](https://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-ss-04.jpg?w=680)
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Jessica Simpson In NYC In 2019
![Jessica Simpson In NYC In 2019](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-2.jpg?w=680)
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Jessica Simpson In 2018
![Jessica Simpson In 2018](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-3.jpg?w=680)
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Jessica Simpson In 2017
![Jessica Simpson In 2017](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-4.jpg?w=680)
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Jessica Simpson in 2005
![Jessica Simpson in 2005](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-5.jpg?w=680)
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Jessica Simpson Rocks Her Daisy Dukes
![Jessica Simpson Rocks Her Daisy Dukes](https://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-ss-05.jpg?w=680)
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Jessica Simpson At The 2003 AMAs
![Jessica Simpson At The 2003 AMAs](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-1.jpg?w=680)
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Jessica Simpson At the U.S. Open
![Jessica Simpson At the U.S. Open](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica_simpson_3.jpg?w=680)
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Jessica Simpson On Stage In 2003
![Jessica Simpson On Stage In 2003](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica_simpson_4.jpg?w=680)
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Jessica Simpson Performs In 2004
![Jessica Simpson Performs In 2004](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica_simpson_1.jpg?w=680)
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Jessica Simpson Is All Smiles
![Jessica Simpson Is All Smiles](http://hollywoodlife.com/wp-content/uploads/2017/07/jessica_simpson_2.jpg?w=680)
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Jessica Simpson In 2000
![Jessica Simpson In 2000](https://hollywoodlife.com/wp-content/uploads/2017/07/jessica-simpson-hottest-looks-ss-06.jpg?w=680)